<p>A series of phosphonium derivatives of cyclic 10-phenyl-10<i>H</i>-dibenzo[<i>b</i>,<i>e</i>][1,4]thiaphosphinine were synthesized, which included phosphonium-iodonium ylides stabilized by electron-withdrawing substituents of various types, along with their synthetic precursors such as phosphonium salts and ylides. A series of phosphonium-substituted furans were synthesized through the involvement of the novel P,I-ylide stabilized by a benzoyl group into heterocyclization reactions with aryl alkynes. The resulting dibenzothiaphosphonium P,I-ylides and furans were shown to have antiproliferative activity <i>in vitro</i> against several human cancer cell lines.</p>

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Dibenzothiaphosphonium P,I-ylides: synthesis, properties, biological activity

  • A. S. Nenashev,
  • D. A. Dospekhov,
  • M. V. Zavaruev,
  • I. I. Levina,
  • V. A. Roznyatovsky,
  • A. V. Mironov,
  • V. V. Chernyshev,
  • I. A. Shutkov,
  • A. A. Nazarov,
  • A. S. Pavlova,
  • T. A. Podrugina

摘要

A series of phosphonium derivatives of cyclic 10-phenyl-10H-dibenzo[b,e][1,4]thiaphosphinine were synthesized, which included phosphonium-iodonium ylides stabilized by electron-withdrawing substituents of various types, along with their synthetic precursors such as phosphonium salts and ylides. A series of phosphonium-substituted furans were synthesized through the involvement of the novel P,I-ylide stabilized by a benzoyl group into heterocyclization reactions with aryl alkynes. The resulting dibenzothiaphosphonium P,I-ylides and furans were shown to have antiproliferative activity in vitro against several human cancer cell lines.